Literature DB >> 12375972

Palladium-catalyzed selective synthesis of 2-allyltetrazoles.

Shin Kamijo1, Tienan Jin, Yoshinori Yamamoto.   

Abstract

The palladium-catalyzed three-component coupling (TCC) reaction of cyano compounds, allyl methyl carbonate, and trimethylsilyl azide under a catalytic amount of Pd2(dba)3.CHCl3 (2.5 mol %) and tri(2-furyl)phosphine (10 mol %) gave various kinds of 2-allyltetrazoles in good to excellent yields. A pi-allylpalladium azide complex is proposed as a key intermediate in the TCC reaction.

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Year:  2002        PMID: 12375972     DOI: 10.1021/jo026147l

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

2.  Dehydrative fragmentation of 5-hydroxyalkyl-1H-tetrazoles: a mild route to alkylidenecarbenes.

Authors:  Duncan J Wardrop; John P Komenda
Journal:  Org Lett       Date:  2012-02-28       Impact factor: 6.005

3.  Tetrazole synthesis via the palladium-catalyzed three component coupling reaction.

Authors:  Shin Kamijo; Tienan Jin; Zhibao Huo; Young Soo Gyoung; Jae-Goo Shim; Yoshinori Yamamoto
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

  3 in total

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